PRODUCTS

DODECYL GALLATE

Dodecyl gallate is used to prevent oxidation in oils, fats, margarine, instant mashed potatoes, peanut butter, broths, soups, gum, flour, etc.
Dodecyl gallate is included in emulsions, creams, lip balms, sunscreens, lipsticks, cleansers, toothpaste.
Dodecyl gallate is used in creams, emulsions for antioxidant protection.

CAS Number: 1166‑52‑5
EC Number: 214‑620‑6
E number: E312 (antioxidants, ...)
IUPAC Name: Dodecyl 3,4,5‑trihydroxybenzoate
MDL Number: MFCD00002195
Molecular Formula: C₁₉H₃₀O₅
Molar Mass ~338.44 g/mol

SYNONYMS:
Dodecyl gallate, Lauryl gallate, Gallic acid dodecyl ester, Gallic acid lauryl ester, Dodecyl 3,4,5-trihydroxybenzoate, Lauryl 3,4,5-trihydroxybenzoate, Benzoic acid 3,4,5-trihydroxy dodecyl ester, Nipagallin LA, Progallin LA, NSC 133463, E 312, Dodecyl 3,4,5-trihydroxybenzoate, Lauryl gallate, E312, Dodecyl gallate, Lauryl gallate, BENZOIC ACID, 3,4,5-TRIHYDROXY-, DODECYL ESTER, n-Dodecyl gallate, n-dodecylgallate, CCRIS 5568, GALLIC ACID LAURYL ESTER, Gallic acid n-dodecyl ester, EINECS 214-620-6, BRN 2701981, DTXSID0048189, UNII-45612DY463, NSC-133463, Gallic acid, n-dodecyl ester, INS NO.312, DODECYL GALLATE [MART.], DTXCID5028164, INS-312, Dodecyl-3,4,5-trihydroxybenzoate, DODECYL ESTER OF GALLIC ACID, DODECYL GALLATE [EP MONOGRAPH], E-312, DODECYL GALLATE (MART.), N-DODECYL (OR LAURYL) ESTER OF 3,4,5-TRIHYDROXYBENZOIC ACID, Dodecyl gallic acid, N-Dodecylgallic acid, 45-Trihydroxybenzoate, DODECYL GALLATE [INCI], Dodecyl 3,4,5-trihydroxybenzoic acid, 1166-52-5, Nipagallin LA, Progallin LA, Gallic acid, dodecyl ester, Gallic acid, lauryl ester, Lauryl 3,4,5-trihydroxybenzoate, Dodecylester kyseliny gallove, MFCD00002195, CHEMBL16121, Lauryl Gallate (Dodecyl Gallate), 3,4,5-Trihydroxybenzoic acid, dodecyl ester, antioxidant E 312, antioxidant E-312, E 312 antioxidant, CAS-1166-52-5, SCHEMBL36820, Lauryl 3,5-trihydroxybenzoate, CHEBI:175304, Gallic acid, dodecyl ester (8CI), Gallic Acid Dodecyl Ester, Dodecyl gallate (Standard), Lauryl gallate, antioxidant, >=99.0% (HPLC), Dodecyl gallate, European Pharmacopoeia (EP) Reference Standard, benzoic acid, 3,4,5-trihydroxy-, dodecyl ester, dodecyl 3,4,5-trihydroxybenzoate, gallic acid N-dodecyl ester, gallic acid dodecyl ester, gallic acid lauryl ester, lauryl gallate, nipagallin LA, progallin LA, 3,4,5-trihydroxy-benzoic acid dodecyl ester, Lauryl gallate, Dodecyl gallate, NSC 133463, Benzoic acid,3,4,5-trihydroxy-,dodecyl ester, Gallic acid,dodecyl ester, Dodecyl gallate, Lauryl gallate, Nipagallin LA, Progallin LA, Lauryl 3,4,5-trihydroxybenzoate, Dodecyl 3,4,5-trihydroxybenzoate, Gallic acid lauryl ester, NSC 133463, E 312, 149030-04-6

Dodecyl Gallate is an ester of gallic acid.
Dodecyl gallate is a derivative of the antioxidant gallic acid (Item No. 11846) that has diverse biological activities, including antioxidant, antiproliferative, and antibacterial properties.

Dodecyl gallate inhibits proliferation of a variety of cancer cells, including WEHI-231 mouse B cell lymphoma, Daudi human lymphoma, and HT-29 human colon cancer cells (IC50s = 0.8, 1.4, and 17.0 µM, respectively).
Dodecyl gallate induces apoptosis of WEHI-231 cells but not L-929 mouse fibroblasts.

Dodecyl gallate decreases peroxidation of ox brain phospholipid liposomes by 71 and 76% when used at concentrations of 12 and 50 µM, respectively, and scavenges trichloromethyl peroxyl radicals at 0.05% w/v.
Dodecyl gallate is active against a variety of Gram-positive bacteria, including B. subtilis (MIC = 25 µg/ml), as well as M. luteus, S. aureus, and methicillin-resistant S. aureus (MRSA; MICs = 12.5 µg/ml for all), and acts by inhibiting the bacterial membrane respiratory chain.

Dodecyl gallate belongs to the class of organic compounds known as galloyl esters.
These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.
Dodecyl gallate is an odorless tasting compound.

Based on a literature review a significant number of articles have been published on Dodecyl gallate.
Dodecyl gallate is an antioxidant commonly used in food manufacturing and in the pharmaceutical and cosmetic industries.
Dodecyl gallate is also active against animal viruses such as African swine fever virus (ASFV).

Dodecyl gallate, or lauryl gallate, is the ester of dodecanol and gallic acid.
Dodecyl gallate is a gallate ester.
Dodecyl gallate has been reported in Alchornea glandulosa with data available

Dodecyl gallate is an antioxidant used in foods especially oil, fats, cheeses and mashed potato.
Dodecyl gallate belongs to the class of organic compounds known as galloyl esters.
These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.

Dodecyl gallate is an odorless tasting compound.
Based on a literature review a significant number of articles have been published on Dodecyl gallate.
Dodecyl gallate belongs to the class of organic compounds known as galloyl esters.

These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.
Dodecyl gallate is an antioxidant added to foods and cosmetics to prevent oxidation of unsaturated fatty acids.
Cases have been reported in workers in the food industry, gallate being contained in margarine.

Dodecyl gallate is also present in washing powder.
Dodecyl gallate is a white to cream powder.

Dodecyl gallate is a gallate ester.
Dodecyl gallate is a major monomer flavanol found in green tea and shows antioxidant activity in polymers.

USES and APPLICATIONS of DODECYL GALLATE:
The primary use of dodecyl gallate is as an antioxidant in food products, such as oils, fats, and meat products, to prevent spoilage and extend shelf life.
Dodecyl gallate is also used in cosmetics and personal care products, such as skin creams and lotions, due to its ability to protect against oxidative stress and damage caused by free radicals.

In the pharmaceutical industry, dodecyl gallate is used as an excipient to stabilize active ingredients and improve the shelf life of formulations.
Dodecyl gallate is used as food additives.

Dodecyl gallate (Lauryl gallate) has been widely used as an antioxidant in food manufacturing, as well as in the pharmaceutical and cosmetic industries.
Dodecyl gallate also is active against a highly relevant animal virus such as African swine fever virus.

Dodecyl Gallate is an antioxidant used in cream cheese, instant mashed potatoes, margarine, fats, and oils.
Dodecyl gallate is an antioxidant in cosmetic and pharmaceutical creams and emulsions, various fats, oils, waxes, and foods, such as margarine.
Dodecyl 3,4,5-Trihydroxybenzoate is used in method for stabilizing the pH of an aqueous compound comprising drug.

Dodecyl gallate (Lauryl gallate) has been widely used as an antioxidant in food manufacturing, as well as in the pharmaceutical and cosmetic industries.
Dodecyl gallate also acts antibacterial activity specifically against Gram-positive bacteria.

Dodecyl gallate also is active against a highly relevant animal virus such as African swine fever virus (ASFV).
Dodecyl gallate is an antioxidant used in foods especially oil, fats, cheeses and mashed potato.
Dodecyl gallate is permitted for use in margarine in USA.

Dodecyl gallate possesses same antioxidant effects as propyl gallate but increased alkyl chain length gives rise to greater fat solubility.
As a food additive, Dodecyl gallate is used under the E number E312 as an antioxidant and preservative.
Food additive (E 312): Dodecyl gallate is used to prevent oxidation in oils, fats, margarine, instant mashed potatoes, peanut butter, broths, soups, gum, flour, etc.

Cosmetics & personal care: Dodecyl gallate is included in emulsions, creams, lip balms, sunscreens, lipsticks, cleansers, toothpaste.
Pharmaceutical & topical: Dodecyl gallate is used in creams, emulsions for antioxidant protection.

Industrial: Dodecyl gallate is applied in paints, lacquers, paper industry, pet-care products, water treatment.
Laboratory reagent: Reference standard per European Pharmacopoeia.

PROPERTIES OF DODECYL GALLATE:
Dodecyl gallate, also known as n-dodecylgallate, dodecyl 3,4,5-trihydroxybenzoate, or lauryl gallate, is a synthetic antioxidant used in various applications, including food, cosmetics, and pharmaceuticals.
Its chemical identifier is ChEMBL16121 and its UNII code is 45612DY463.

CHEMICAL STRUCTURE AND PROPERTIES OF DODECYL GALLATE:
Dodecyl gallate is an ester of gallic acid and dodecanol.
Its chemical formula is C19H32O5, and Dodecyl gallate has a molecular weight of 340.46 g/mol.
Dodecyl gallate exhibits strong antioxidant properties, which make it useful for preventing the oxidation of fats and other substances in food and cosmetic products.

ALTERNATIVE PARENTS OF DODECYL GALLATE:
*p-Hydroxybenzoic acid alkyl esters
*m-Hydroxybenzoic acid esters
*Pyrogallols and derivatives
*Benzoyl derivatives
*1-hydroxy-4-unsubstituted benzenoids
*1-hydroxy-2-unsubstituted benzenoids
*Carboxylic acid esters
*Polyols
*Monocarboxylic acids and derivatives
*Organic oxides
*Hydrocarbon derivatives

SUBSTITUENTS OF DODECYL GALLATE:
*Galloyl ester
*P-hydroxybenzoic acid alkyl ester
*M-hydroxybenzoic acid ester
*P-hydroxybenzoic acid ester
*Benzoate ester
*Benzenetriol
*Pyrogallol derivative
*Benzoyl
*1-hydroxy-4-unsubstituted benzenoid
*1-hydroxy-2-unsubstituted benzenoid
*Phenol
*Carboxylic acid ester
*Monocarboxylic acid or derivatives
*Carboxylic acid derivative
*Polyol
*Organooxygen compound
*Organic oxygen compound
*Organic oxide
*Hydrocarbon derivative
*Aromatic homomonocyclic compound

WHERE IS DODECYL GALLATE FOUND?
Dodecyl gallate is an antioxidant and preservative added to food and cosmetics to inhibit the growth of fungi, yeast, and bacteria.

WHAT ARE SOME PRODUCTS THAT MAY CONTAIN DODECYL GALLATE:?
*Cleansers
*Cosmetics
*Liquids/Creams
*Mouthwashes
*Pet Care
*Toothpastes

FUNCTIONS OF DODECYL GALLATE IN COSMETIC PRODUCTS?
*ANTIOXIDANT.
Dodecyl gallate inhibits reactions promoted by oxygen, thus avoiding oxidation and deterioration of ingredients.

MECHANISM & KEY CHARACTERISTICS OF DODECYL GALLATE:
*Antioxidant activity:
Dodecyl gallate scavenges free radicals, inhibits lipid peroxidation; in model systems it reduced peroxidation by over 70% at low micromolar levels.

*Antimicrobial:
Effective vs. Gram-positive bacteria (e.g., S. aureus, MRSA, B. subtilis) with MICs ~12.5–25 µg/mL; disrupts bacterial membranes.

*Antiproliferative / Apoptotic effects:
Dodecyl gallate inhibits growth of several cancer cell lines (e.g., lymphoma, colon cancer) with IC₅₀ from 0.8 µM to 17 µM.

*Membrane-disrupting:
Hydrophobic chain interacts with lipid bilayers, potentially disrupting integrity.

CLASSES OF DODECYL GALLATE:
*Use Classification:
Food additives | Cosmetics -> Antioxidant.

*Food Additive Classes:
Food Additives -> ANTIOXIDANT;

METHODS OF MANUFACTURING OF DODECYL GALLATE:
Dodecyl gallate is obtained by esterification of gallic acid and lauryl alcohol.

PHYSICAL and CHEMICAL PROPERTIES of DODECYL GALLATE:
CBNumber: CB1159943
Molecular Formula: C19H30O5
Molecular Weight: 338.44
MDL Number: MFCD00002195
MOL File: 1166-52-5.mol
Melting Point: 94-97 °C (lit.)
Boiling Point: 394.57 °C (rough estimate)
Density: 1.0677 g/cm³ (rough estimate)
Refractive Index: 1.6120 (estimate)

Storage Temperature: Store below +30 °C
Solubility: Very slightly soluble or practically insoluble in water;
freely soluble in ethanol (96%);
slightly soluble in methylene chloride
pKa: 7.93 ± 0.25 (predicted)
Physical Form: Solid
Color: White to almost white
Odor: Odorless at 100% purity

Water Solubility: Practically insoluble (0.036 g/L)
Air Sensitivity: Air sensitive
BRN: 2701981
InChIKey: RPWFJAMTCNSJKK-UHFFFAOYSA-N
LogP: 6.365 (est), also reported 5.75 and 5.95
CAS Database Reference: 1166-52-5
Substances Added to Food (formerly EAFUS): DODECYL GALLATE
EWG's Food Scores: 1-3
FDA UNII: 45612DY463

NIST Chemistry Reference: Gallic acid, n-dodecyl ester (1166-52-5)
EPA Substance Registry System: Benzoic acid, 3,4,5-trihydroxy-, dodecyl ester (1166-52-5)
UNSPSC Code: 85151701
NACRES: NA.24
Additional Molecular Properties:
LogS: –4
pKa (Strongest Acidic): 8.11
pKa (Strongest Basic): –5.5
Physiological Charge: 0

Hydrogen Bond Acceptor Count: 4
Hydrogen Bond Donor Count: 3
Polar Surface Area: 86.99 Å²
Rotatable Bond Count: 13
Refractivity: 94.71 m³·mol⁻¹
Polarizability: 40.34 Å³
Number of Rings: 1
Drug-Likeness / Rules:
Bioavailability: No

Rule of Five: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No
Empirical Formula (Hill Notation): C19H30O5
CAS Number: 1166-52-5
Beilstein Number: 2701981
PubChem Substance ID: 329830921
Physical State: Crystalline

Color: Beige
Odor: No data available
Melting Point/Freezing Point: 96 - 100 °C (range), 96.5 - 97 °C (lit.)
Initial Boiling Point and Boiling Range: No data available (estimated ~394.57 °C)
Flash Point: 180.3 ± 22.2 °C
Density: 1.1 ± 0.1 g/cm³
Refractive Index: 1.535
Water Solubility: Insoluble in water; freely soluble in ethanol and ether
Vapor Pressure: 1.67 × 10⁻¹¹ mmHg at 25 °C

Partition Coefficient (XLogP3): 5.8
Polar Surface Area (PSA): 87 Å²
Storage Conditions: 0 - 6 °C
Molecular Weight: 338.44
Exact Mass: 338.44
BRN: 2701981
EC Number: 214-620-6
UNII: 45612DY463

NSC Number: 133463
DSSTox ID: DTXSID0048189
HS Code: 29182950
Appearance: White or creamy-white odorless solid
Flammability (solid, gas): No data available
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available

Viscosity (kinematic and dynamic): No data available
Relative density and vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: No data available
Other safety information: No data available
Molecular Weight:338.4
XLogP3:5.8

Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:13
Exact Mass:338.20932405
Monoisotopic Mass:338.20932405
Topological Polar Surface Area:87
Heavy Atom Count:24
Complexity:322
Covalently-Bonded Unit Count:1

Compound Is Canonicalized:Yes
CAS Number: 1166-52-5
EC Number: 214-620-6
MDL Number: MFCD00002195
CBNumber: CB1159943
BRN: 2701981
Molecular Formula: C19H30O5
Molecular Weight: 338.44 g/mol
Exact Mass: 338.2093 Da
Topological Polar Surface Area: 87 Å²

XLogP3: ~5.8 (high lipophilicity)
Rotatable Bonds: 13
Hydrogen Bond Donor Count: 3
Hydrogen Bond Acceptor Count: 5
Appearance: White to almost white crystalline powder
Odor: Odorless (at 100%)
Physical State: Solid
Melting Point: 94–97 °C (literature)
Boiling Point: ~394.6 °C (estimate)

Density: ~1.0677 g/cm³ (estimate)
Refractive Index: 1.612 (estimate)
Solubility: Practically insoluble in water (0.036 g/L),
freely soluble in ethanol (96%),
slightly soluble in methylene chloride
pKa: Approx. 7.9 (predicted)
Storage Temperature: Store below +30 °C
Air Sensitivity: Sensitive to air
LogP: 5.75 to 6.36 (highly lipophilic)

Water Solubility: Very low (~0.036 g/L)
Polar Surface Area: 87 Å²
Bioavailability: No
Rule of Five: No
Veber’s Rule: No
Ghose Filter: No
InChIKey: RPWFJAMTCNSJKK-UHFFFAOYSA-N
FDA UNII: 45612DY463
PubChem Substance ID: 329830921
NACRES: NA.24
UNSPSC Code: 85151701

FIRST AID MEASURES of DODECYL GALLATE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of DODECYL GALLATE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of DODECYL GALLATE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of DODECYL GALLATE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of DODECYL GALLATE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of DODECYL GALLATE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available